Date: Wed, 15 Feb 2012 17:51:23 -0800 (PST)
From: s s
Subject: Afternoons with the Guidance Councilor
This story is a fantasy involving sex between a teenage boy and older
men. If it is illegal for you to read it for any reason please leave
now. This work is not permitted to be displayed or reproduced in any form,
specifically on any website or internet site, except by specific permission
of the author. Let me know what you think -- If you like my work and let me
know, I'll be more likely to write more. You can contact me at
subanalslut@yahoo.com. I'd love to hear from you and I will accept all
valid comments and criticism.
For those of you who don't know me, my name is Ben, and I just graduated
from college. I enjoy looking back into the not-so-distant past to write
about my experiences growing up...
My parents always told me never to talk to strangers. And, being the good
little boy that I was, I never did. I mean, finding guys online to watch
me on cam while I played with my eleven year old dick and ass totally
doesn't count as talking to strangers, right? Anyway, talking to strangers
or not, I was learning what got those perverts off (and getting off on
getting them off). I started to notice that some guys were noticing me in
real life, but I had no idea how to approach them, or to show them that I
was just as interested as they were.
I was just starting sixth grade when my school made the worst possible
hiring decision ever for the new guidance councilor, to replace the
harmless, grandmotherly woman who had retired the previous year. It may
have been that I was hyper aware of things like this, but I felt like
anyone in their right minds could tell that this guy was checking out the
student body like a textbook dirty old man.
I couldn't wait to get into his office and see if I was right in my hunch
about him.
At the school that I went to, it was standard procedure that the guidance
councilor would have short yearly meeting with all of the students.
Probably just to head off any potential psychotic school shooters. I
couldn't wait for my turn to meet with guidance.
When the day finally came, we sat alone together in his musty office,
checking each other out. I swear I don't know what the person who hired
him was thinking -- he looked like he should be trying to lure me into the
back of a van with some candy, or something. He was in his late forties,
with dark, wavy hair and a bit of a receding hairline. I thought it looked
awesome and went well with the chest hair peeking out of the top button of
his polo shirt, and the maybe fifteen extra pounds he was packing on his
five foot nine frame.
In contrast, I was about five feet tall, and maybe 95 lbs soaking wet. My
straight, longish hair was white blonde from a summer spent in the sun (at
least when I wasn't inside and online looking for trouble).
So, after about thirty seconds of innocent back and forth, he asked if
there was anything I wanted to ask him. I totally played it innocent.
"Well, recently it's been so hard for me to pay attention in some of my
classes."
"Why do you think that is, Ben?" he asked.
"Well, some of the teachers can be kinda distracting."
"What do you mean by distracting?"
"Well, especially math with Mr. C, and social studies with Mr. F." I said,
naming two teachers I definitely wouldn't have thrown out of bed.
"Sometimes I can't concentrate on what they are teaching because I can't
stop fantasizing about them."
He looked a little stunned, half like he wanted to rip my clothes off right
in his office and half afraid of what would happen if he did.
"When you say fantasies, you mean --"
I didn't even let him finish.
"You know, wondering what they look like without any clothes on, and
stuff. Do you think that's totally weird?"
"Um, well, no, Ben, not at all. A lot of boys your age have a natural
curiosity about --"
"I'm more than curious, sir." I gave him a look when I said this, and he
shifted in his chair.
"I can understand if you don't want to discuss this at school, Ben. But if
you ever need someone to talk to, I would be happy to spend some time with
you one on one, more privately." He was practically licking his lips as he
looked at me.
"Really, Mr. R?
That would be great! I have swimming practice after school today.
Maybe I can see you tomorrow?" I don't think he was expecting it to be
that easy, but my immediate agreement seemed to make him more confident.
He told me his address, which wasn't too far from the school. I arranged
to meet him there fifteen minutes after classes ended for the day.
The next day I really couldn't concentrate in any of my classes. I had
dressed carefully that morning, putting on my newest underwear and checking
myself out in the mirror to see how well the pure white briefs looked
against my summer's worth of tan.
Over that, I had my favorite jeans from American Eagle and a plaid shirt
with the sleeves rolled up to my elbows, which I thought made me look a
little younger and more innocent than I was, which would probably be a good
thing for Mr. R. I slipped on my sneakers and headed out the door, nothing
in my appearance giving away my plans for the day.
In other words, the day passed in a blur, and when the bell rang at the end
of the last period, I grabbed my backpack and was out of the building like
a shot. I saw Mr. R walking home as well, so I took a detour to the Rite
Aid on the corner to pick up some gum. I wanted to give him a little time
once he got home to get ready for me, and I didn't want to hang around
outside his building, either.
He buzzed me in and I took the creaky old elevator up to his apartment on
the top floor of the building.
He was waiting for me with the door to his apartment open.
"Welcome, Ben.
Come on in."
"Thanks for letting me come over! It's so much more private than trying to
talk at school."
"Can I get you something to drink? Water or soda?"
I ended up asking for a diet Coke, and looked around the apartment a little
while he was getting it from the kitchen. All the blinds were pulled, so
even though it was the middle of the afternoon and there was just a bit of
light filtering in. There was a floor lamp on in the living room, but even
so the room was pretty dimly lit.
The apartment was a standard one bedroom, with a short entry hall leading
to the kitchen and living room, with the bedroom and a bathroom off past
the living room.
"So, you live alone Mr. R?"
"Please, call me Barry.
Yeah, it's just me here. I used to be married, but I've been divorced for
almost eight years now. How about you Ben, do you live with your mom and
dad?"
"Yeah, I'm an only child, so it's just us."
"Did you tell your parents you were going to come and see me today?"
"No, I told them I was going to the library after school. I mean, I
wouldn't want them to worry unnecessarily. But both of them don't get home
from work till like six thirty, anyway."
"So, have a seat Ben.
No need to stand there, make yourself comfortable." he patted the arm of
the couch, then took a seat in the armchair across the coffee table from
me. "So, you were telling me about why you are having trouble focusing in
class. Do you want to talk more about that?"
"Well, I guess most guys my age feel the same way about the girls in our
class, but not me."
"I'm sure there are other students that are also curious about girls and
boys."
"Yeah, but the other boys my age are so immature!"
"So instead, you fantasize about some of your teachers?"
"Yeah, pretty much.
And I sometimes I want them so badly that it's all I can think about!"
"But you have no experience, yet?"
"Not in real life, but sometimes I look at pictures online." I thought that
was a pretty good gloss-over of my porn habit.
"And what happens when you look at the pictures, Ben?"
"Well, when I'm looking at the pictures I start to get hard and have to
jerk off."
"And do you ever feel that way when you are thinking about one of your
teachers in class?"
"Its actually happening right now." I could see from the bulge in his
Dockers that I wasn't the only one.
"I really want to help you Ben, there are a lot of things that they aren't
going to tell you when you take your health classes. But it could get me
in a lot of trouble if anyone found out."
"Barry, why would anyone find out? Definitely not from me!"
"If I'm going to teach you, Ben, you have to understand that not only does
it have to stay strictly between the two of us, but you will have to do
exactly what I say."
"I understand, Barry."
"So, Ben, why don't you unzip your jeans and show me what happens when
looking at porn makes you horny?" he didn't have to ask me twice, my dick
was ready to burst out of my jeans. I unbuttoned and unzipped them,
pulling my dick and balls up over the waistband of my underwear.
"Very good, Ben. Now show me how you masturbate." No argument here, I was
aching to get off! I took my stiff young cock in my hand and started to
jerk off.
I watched as Barry started to rub the bulge that had been growing in his
pants since we sat down.
"Can I see yours too?" I asked. He licked his lips and unbuckled his belt,
pulling his polo shirt up a little and unzipping his pants. He was wearing
plaid boxers, and his cock was already pushing it's way out of the fly. He
pulled it the rest of the way out and I got my first in person look at a
man's penis. It was nicely circumcised, with a big mushroom head. It was
about six and a half inches long (which was huge to me at the time) and the
skin of the shaft was beautifully smooth, except for a few bulging veins.
If I was hard before, now I was REALLY hard.
"So is this how you do it?" I asked.
"Yes it is. But do you want me to show you what's even better?"
"Yeah, of course!"
"Alright, but first I want you to get comfortable. Why don't you take off
your clothes?"
I didn't answer, but I obediently started to get naked. I pulled my plaid
shirt over my head without bothering to unbutton it, then kicked off my
shoes. Raising my hips, I slipped my jeans down too.
"Underwear too Ben.
How am I going to teach you anything if you don't listen to me?
Don't act so shy."
I slid my underwear down to the floor, where it piled with the rest of my
clothes. I was sitting naked on Mr. R's couch!
"Good boy. Should I do the same?"
He didn't wait for a reply, either. He stood up, dropping his pants and
boxers to the floor and stepping out of them as he pulled off his polo
shirt. I drank in the view of his solid, hairy body. The hair that had
been peeking out of the top of his shirt was just the beginning of his fur.
He seemed like he had hair everywhere! His chest and crotch were
particularly hairy, though. I couldn't wait to feel his hairy body rubbing
up against my smooth skin.
"Want to know what feels even better than jacking off?" he grinned.
"Yes please!"
Um, duh. What did he think I was there for?
He walked over to where I was sitting on the couch and sat down next to me,
lifting my feet up onto the couch and scooting me across the couch so I was
facing him. He spread my legs and leaned over, taking my dick into his
mouth. I gasped at the sensation -- both of his mouth surrounding me and
the stubble on his face tickling the sensitive skin of my inner thighs.
I was loving the feeling of my first blowjob. I wanted his cock in my
mouth, too! At least that's what was on my mind until he distracted me by
starting to stroke a spit-covered finger up and down the crack of my ass.
The tip of his finger found and teased my virgin asshole and I bucked my
hips. I gasped again as the finger started to work it's way inside of me.
His fingers were much thicker than mine!
As soon as his finger got deep enough inside me and he started massaging
the spot that drove me wild, I couldn't hold on any more. I grabbed the
cushion of the couch with both hands and moaned as my balls emptied
themselves into his mouth in the best orgasm of my young life. He kept
massaging and sucking until I thought I was going to pass out. When he
finally stopped, I just lay there trying to catch my breath.
"Thanks Ben. That was delicious. Nice size load for somebody your age."
"Thank you, Barry! That felt amazing!"
"Do you want to make me feel good too, Ben?"
"Are you kidding?
Just try and stop me!"
"Now, why would I do that?" he asked, leaning back on the couch and
spreading his legs for me to kneel between. I slid off the couch and
looked up at his dick.
It looked even more impressive from that angle, rock hard with a bead of
precum at the tip.
When I wrapped my hand around the base and he moaned, it was like
magic. Then I wrapped my lips around the head, tasting dick for the first
time, and I was hooked. I ran my tongue down his cock from the tip to the
base, where I gave each of his hairy balls a lick too. I could feel his
body shiver and I almost giggled.
That's how much fun I was having.
"Are you sure this is your first time Ben?". When he asked me that I did
giggle.
"Yep! You are in virgin territory, Barry!" I joked, looking up at him
innocently from behind his erection.
"Well, you are amazing so far. It's like you were born to suck cock.
Don't stop now!"
I nodded and made an 'Mmmmhmmm' noise with his cock already back inside my
mouth. He gently pushed down on the back of my head, guiding me to take
him deeper in my mouth.
I got a little more than halfway down the shaft before I started to gag a
little bit, and he eased off. I think he didn't want to overwhelm me on my
first time, cause later he was anything but gentle!
I was totally loving the feeling of having my mouth filled with a man's
dick, and the close up view of his hairy crotch. He was loving the way it
felt, too. I could tell!
When I reached up to cup his balls in my hand and marvel at how big and
heavy they were, I could feel them drawing up closer to his body.
"You can finger me if you want..." he whispered, spreading his legs even
further.
I ran the hand that had been playing with his balls through the dark hair
down underneath to his butt. Still sucking like a baby nursing on a bottle,
I rubbed one of my fingers in the spit that had collected at the base of
his cock and gently pushed at the entrance to his ass. I could feel it
opening up easily and accepting my finger.
"It's ok, Mr. Small Hands, you can use more than one finger." he said. I
slid another finger into his ass, feeling the heat inside of him. He
groaned and I could feel his dick swell in my mouth.
I tried to massage the part inside of him that he had been stroking in me
but I wasn't sure if my fingers were long enough to reach. It didn't seem
to matter, though, cause he was moaning and thrusting his hips. I pulled
my head back to keep from gagging, and started to lick around the head
again. That was all it took, which took me by surprise. He muttered "Fuck
yeah, I'm gonna cum!", and before I knew it the first shot of his sperm was
spraying across my face. I opened my mouth as quick as I could to catch
the rest.
The taste and feeling of his cum in my mouth was magical. I couldn't wait
to do this again!
"How was that for a first lesson, Ben?" he asked once he had caught his
breath.
"Awesome! When can I come over again for more?"
"Yeah, I can see you definitely want more. How about Thursday?"
"Same time, same place?"
"You got it, Ben. Now, about school. Don't be upset if I act like none of
this ever happened.
We don't want anybody to know what's private between us."
"You got it, Mr. R."
I can't say I concentrated any better in my classes after that, but that's
besides the point, isn't it?
I couldn't wait for Thursday!
When the end of classes came on Thursday, I couldn't wait to to get to
Barry's apartment. I had to force myself to take my time getting my stuff
out of my locker, just so I wouldn't be following him down the block, about
ten feet behind. When I got to his place, he let me in as before, then
stopped me just inside the door.
"You know, Ben, I think your clothes are just going to get in the way while
you are here."
It seemed like a good point to me, so I started to strip. My clothes
ended up in a heap on top of my school bag by the door.
"Very good. I guess you are happy to see me." he joked looking down at my
erection, which had been getting stiffer and stiffer with anticipation ever
since after lunch.
"You could say I'm a very willing student, Barry." I joked.
"Well, I'm happy to see you too, Ben. Why don't you come in to the
bedroom?" he put his hand on my back to guide me down the hall, and the
feeling of his touch on my skin was electric. He sat me down on the edge of
his bed, then sat down next to me on the slippery bedspread.
"You really seemed to like it last time when I played with your ass, right
Ben?"
"Yeah, for sure!"
"Do you want more today?" he asked, putting his arm around my shoulders. I
snuggled up next to him.
"Yes please!"
"Mmm you are such a good boy. First things first, why don't you help me
take these clothes off?" he said, kicking off his shoes.
I slid off the bed and stood in front of him. As I unbuckled his belt, I
could feel that he was already hard in his pants. It wasn't long before his
pants and boxers were bunched up around his ankles and I was face-to-face
with the dick that fascinated me so much. He playfully smacked me across
the face with it as I was kissing the tip.
"Did you enjoy sucking my cock?" he asked.
"Yes Barry, can't you tell?"
"Yeah, I can see you are pretty eager for more."
I didn't answer that.
I didn't have to, cause at that point I got the head of his cock in my
mouth and was sucking away like my life depended on it. He let me suck on
it for a while before pulling back and smacking my lips with it again.
"I said undress me, Ben. You are going to have to learn to be more
obedient."
I stood up reluctantly and finished pulling his pants off.
"While you are down there, you should kiss my feet. Some guys are really
into that, so you should start practicing now."
I knelt back down on the floor and hesitantly kissed the top of his left
foot. It was a little smelly from being stuck in his Bass loafer at school
all day. The smell didn't bother me, though. It was like a stronger
version of the way his crotch smelled, and I actually kind of liked it. I
let him put the sole of his foot up to my face for me to kiss, then kissed
each of his toes, in order. Then I stood up and tugged today's polo shirt
up and over his head.
"Can I please suck your cock some more, Barry?" I asked. I couldn't wait
to get back to my new favorite hobby.
"Just for a little bit, Ben. There's more I want to teach you today."
That permission was all I needed though, and I was back on my knees between
his hairy legs. I was getting more used to having my mouth filled with a
man's erection, so I was finding it easier not to gag on it. He told me he
could definitely see an improvement in my cocksucking skills already.
That's me, always a fast learner. He probably could have looked that up in
my record at school, though. After a little while, he pulled his dick away
from my mouth.
I could happily have sucked him all afternoon, but he had other plans.
"Come up and lie on the bed, Ben." I climbed up onto the slick bedspread
and he guided me to turn over so I was lying on my stomach. The bed was
strategically placed with the mirrored closet doors along one side, so I
could turn my head and see what was going on.
Barry climbed up onto the bed with me and, spreading my legs, lay so that
he was between them. He put both of his hands on my butt, squeezing and
massaging it with his big hands. It felt like each hand totally covered
the ass-cheek it was grabbing.
"You do have a real nice butt, Ben. And I could tell you like having it
played with."
"Definitely!" I replied enthusiastically.
"Then you are going to love this!" he said before pulling the cheeks of my
ass apart and running his tongue down between them. My whole body shivered
from the sensation as his tongue attacked my virgin ass. I could feel the
stubble on his chin as he worked on my hole with his tongue. He used his
hands to pull my cheeks further apart and I arched my hips as his tongue
forced it's way up into my butt. My dick was rock hard and rubbing against
the silky blanket.
After a long time spent introducing my ass to his tongue, he came up for
air.
"You like being rimmed Ben?"
"Hell yeah!"
Like didn't even begin to cover it.
"I can tell... Your ass is just begging for it." he said, rubbing his thick
index finger along my butt to collect some of his spit, then pushing it
into me. I moaned.
"Your fingers are a lot bigger than mine." I pointed out.
"Your butt is going to have to get used to a lot more than just a finger.
Does it hurt?"
"No, I just feel full."
"Good, cause I think you can take another finger easily." he said, spitting
into his hand.
I could feel another finger probing around my hole. "Just relax and
breathe. You can take it." he ordered. I could feel the second finger
forcing it's way into my tight ass. I felt like I was splitting apart, but
at the same time my dick was as hard as ever. I moaned again and bit into
the blanket, lifting my hips up off the bed so his fingers were driven even
deeper into my ass. Barry laughed and rubbed his fingers inside of me,
putting a lot of pressure on the spot that made me gasp and see stars.
"You like the way that feels, huh?" he asked, pretty much rhetorically. He
could see how my body was responding to his fingers. "You feel where my
fingers are now? That's called your prostate. It feels even better when
you use something bigger than a few fingers to rub it. Do you know what I
mean Ben?"
"You mean when I get fucked."
"Such language, young man. But yes, that's exactly what I mean. You want
me to fuck you, don't you?"
"Yes, please Barry!"
"I don't think you are ready for that Ben, I don't want to hurt you. I
think you need to practice a little."
"But I want you to fuck me now!"
"You know how i want you to practice?" he asked, pulling his fingers out of
my butt.
"How?"
He leaned over to the side of the bed and pulled open the drawer of the
nightstand. He pulled out a black plasticy thing. It was about five
inches long, narrow at the tip and a little more than an inch wide just
above the base, where it got narrow again before widening into the base.
"This is called a butt plug. When you can take it all inside you
comfortably, that's when I will know you are ready to fuck."
"Can I try now?"
"Sure Ben, just turn over on your back and lift your legs up." he paused
and guided my legs back further, so my feet were almost up behind my head.
"That's better. You sure are a flexible little thing. You had better use
a lot of spit for this." he warned, bringing it up to my mouth. I licked
it all over, tasting the rubbery surface and covering it with spit.
He inserted the tip of the butt plug into my ass and slowly pushed it in.
I gasped as the increasing width spread my hole wider than it had ever
been. Barry slowly pulled the toy back out, then pushed it in again.
"You are almost there, Ben. About two-thirds, I'd say. It's only a matter
of time before this toy will seem like nothing."
As he was stretching my ass out with the toy, his cock was fully hard and
dripping precum. He shifted his position on the bed so he was kneeling by
my head, leaning over so he could see the progress I was making with the
plug. Since his cock was right there in my face, I stuck my tongue out to
lick the tip. He took the hint and guided it into my open mouth.
I was in total sensory overload, with the butt plug working on my hole and
his cock in my mouth.
When he forced the plug in a little deeper, I gasped and his cock slid a
little further into my throat. I was really getting stuffed from both
ends!
His cock was throbbing in my mouth, almost gagging me every time it forced
it's way to the back of my mouth.
Barry groaned and I felt his cock swell and get even harder in my mouth.
"You are making me cum, Ben!" he told me as his balls started to empty
themselves in my mouth.
Trying to swallow all of his cum opened my throat, and the head of his
cock slid down so he was shooting directly down my throat as I tried not to
gag. I was starting to struggle for air when he finally pulled out.
"God, Ben, that was amazing! You really are a great little cocksucker!".
I licked my lips.
"Thank you, Barry!"
"Now it's your turn!" he said, moving down the bed so that he could put my
dick in his mouth while he thrust the butt plug into me, a little deeper
each time.
Of course I was almost ready to bust anyway, what with his cock in my mouth
and toy in my ass. When he started to suck me it didn't take long until I
was bucking my hips and moaning.
The feeling if the butt plug forcing it's way into my butt was sending me
over the edge.
"I'm gonna cum!" I whispered, running my hand through his thick, curly
hair.
He held my dick in his mouth until the last shuddering squirt of my orgasm,
then pulled the butt plug out of my ass and let me lower my legs. He
leaned over so his face was right over mine and stroked my lips with his
hand. When I opened my mouth he did too, releasing a stream of my own cum
right into my mouth.
"Swallow that down like a good boy, Ben." he instructed me. "The more cum
you swallow, the stronger you will be."
I did as I was told, enjoying the taste of my own cum slipping down my
throat. It sure wasn't as big as his load, but it tasted just as good.
After we had cleaned up and he let me get my clothes back on and was
handing me my backpack, he slipped the butt plug into the front zippered
pocket.
"Remember Ben, if you come to me next week with the whole thing inside of
you, that means you are ready to get fucked. Whatever you do, make sure
your parents don't find this!"
"Trust me, they won't.
They always leave me alone while I'm working on my homework."
"I'm sure you will enjoy the assignment this time." he joked. "I will see
you here on Tuesday."
That night, once I got home, I couldn't wait to have another round with my
new toy. As soon as my parents got home and we ate dinner, I shut myself
in my bedroom (with a tub of Vaseline) to 'work on my homework'.
It wasn't easy at first, but I was determined to force the whole thing into
my butt. Even with the Vaseline, it hurt at first. The feeling of it
inside of me kept my dick hard as I tried, though. I was squatting on the
floor, sliding up and down on it, trying to go further down each time.
When the widest point finally popped into my ass and the plug was lodged
inside of me, I had to bite my lip to keep from gasping. Man, there were
tears in my eyes!! Once it was inside of me, though, I barely had to
stroke my dick to have it erupt in one of the biggest loads I had ever
shot!
Once I had recovered, and used my socks to wipe off the floor in front of
me, the biggest challenge was getting the butt plug back out. It felt like
it had doubled on size in my guts and for a second, I was afraid I would
have to wear it until I could get Barry to help me take it out. I stopped,
took a deep breath and tried to relax. I could feel the widest part of the
toy stretching my ass as I strained to pull it out. I had to bite my lip
again as it popped out of me -- I sure didn't want to scream and have my
parents come in to see if I was alright!
When I took a bath before bed that night, I could feel how easily my
fingers slipped into my ass.
What really surprised me, though, was how good it felt. I thought having
that big butt plug in me would have made me too sore, but actually I was
already feeling the urge to fuck myself with it again. I clenched my hole
around my fingers and that was all it took for me to pop another boner and
have to jerk off again before bed.
I spent the majority of my weekend in my bedroom, practicing. I told my
parents that I felt like I had a cold and just wanted to sleep, so they
left me alone. They were always so cooperative! Especially since I was
such a 'good boy', I could always get away with pretty much anything.
By the end of the weekend, I was a pro with that butt plug! It was still a
bit of a struggle to accommodate it's girth, but I could feel my ass
relaxing and then tightening, letting more and more of it slip in each
time. I couldn't wait to get fucked for real!
I had to force myself to pay attention in class for real on Monday and
Tuesday. I sure didn't want my grades to reflect the fact that I had
other, extracurricular activities.
On Tuesday afternoon, during the last class of the day, I grabbed the
bathroom pass. I had brought the butt plug to school, wrapped up in a hand
towel and then a paper bag. It was waiting in my locker, which luckily was
right next to a restroom in one of the less busy halls of the school.
I knew I couldn't take too long, or the teacher would give me a hard time
when I got back to class.
I grabbed the bag from my locker and hurried into the restroom, which was
empty, luckily. I went into the stall down at the end of the room, dropped
my pants, and unwrapped the toy. I spit in my fingers to lube my hole, and
again to get the toy nice and slippery.
I kept my lips clamped shut so I wouldn't moan as I shoved the butt plug
into me. My eyes were watering, but there was no time to take it slowly --
the clock was ticking.
I pulled my pants back up, doing my best to tuck my hard-on up into the
waistband of my underwear so it wouldn't be too obvious. I hurried back to
class with the butt plug buried deep inside of me.
Luckily it was the end of the day, so I only had to sit there, feeling my
ass stretching and begging to get fucked for about half an hour before the
end of class. I kept pretty quiet, but was able to answer the teacher's
question when he called on me.
No one would have had any idea what the quiet eleven year old in the
middle of the classroom was up to.
Once the bell rang, I forced myself to take my time gathering my notebooks
from my locker before walking over to Barry's apartment. He was waiting
for me.
"You look pretty excited, Ben." he smiled. "Were you looking forward to
coming over today?"
"Definitely! I couldn't wait!"
"Well then, what are we waiting for? I thought I told you to strip down as
soon as you get here!"
"You sure did Mr. R." I said, dropping my school bag and kicking off my
shoes.
"I will be waiting for you in the bedroom once you are ready." he said.
I joined him as soon as the rest of my clothes were piled on top of my bag.
"Come on, sit in my lap and tell me how your 'homework' went. I see you
are already hard."
I sat in his lap, feeling the bulge in his khakis pressing up against me.
"My dick has been hard since after lunch. I can't wait for you to fuck
me!"
"So you have been practicing with the butt plug?"
"Of course I have been doing my homework!"
"And how does it make you feel when you have that thing in your ass?"
"Its making me feel really good!"
"You mean it's in you right now?" I felt his dick get even harder
underneath me.
"Yeah, I went to the bathroom and put it in during the last class of the
day."
"I knew you were a natural! Stand up and bend over... Let me see.". I
stood up in front of him, bending over like I was gonna touch my toes so he
could inspect my ass.
He gave the base of the butt plug an experimental tug.
"I don't know Ben, you still feel really tight."
"I'm still tight, for sure, but the butt plug doesn't hurt anymore, it just
feels good."
"Lets see, then.
Relax, I'm gonna pull it out."
I groaned and tried to relax my butt so the butt plug would slide right
out. He pushed it back in again, teasing me with the widest part. My dick
was harder than ever.
"I can see how much you like that, Ben. I guess you are ready. What do
you think?"
"Yes, please, Barry!
I want you to fuck me!" I begged. He unbuttoned his pants and pushed
them, along with his boxers, down to the floor.
"Then you had better suck my cock really sloppy to get it nice and slippery
with your spit.".
I dropped to my knees in front of him and did as he told me. His dick was
rock hard and soon it was dripping with my saliva. Barry kicked his feet
free from his pants and pulled his shirt up over his head, tossing it to
the floor as well.
"I'm gonna let you be in charge this time, Ben. Why don't you climb up
into my lap, so you can face that mirror in front of us and watch me pop
your cherry."
I got up on his lap on the bed, crouching with him between my legs. He
leaned back a little and with a hand on my hip guided me higher so my ass
was lined up with his hard, slicked-up cock. I could see his bulky, hairy
body underneath my smooth one in the mirror.
With one hand grabbing the base of his dick to guide it into me, he gave a
little tug down on my hip.
"Ready or not, Ben, here I come! Just lower yourself down slowly at
first."
I was ready, and the feeling of the slippery tip of his dick rubbing up
against my sensitive hole was driving me wild. I slowly lowered myself
down, feeling the pressure on my hole increasing. I grimaced as the head
forced it's way inside.
I could see my ass being impaled in the mirrors reflection. Over my
shoulder, I could see the expression of total bliss on his face as he
fucked me.
"Your asshole is so fucking hot and tight, Ben! You like having my big
dick in there?"
"Mmmnnn yeah Barry, it hurts a little but it also feels really good!"
"Good boy! I knew you were made for this! Now just keep sliding down
until it's all inside of you..."
I kept lowering my hips, determined to take his dick all the way to the
base. I could watch it in the mirror, stretching me obscenely. Enough of
Barry's dick was lodged in my ass now that he could put both hands on my
waist to push me down on it.
It felt like a baseball bat was being thrust into me! I couldn't believe
that I was only halfway down the length of the shaft!
I could feel his stubble rubbing against my neck, and his hot breath in my
ear as he whispered encouragement to me.
"Come on Ben, you can do it. You love that cock in your ass, don't you?
You are a real pussy-boy now, just like you were born to be."
I was only able to grunt and moan in response as his cock slid deeper into
me. The force of his hands on my hips increased to force the last inch or
so into me. I bit my lip and threw my head back as the weight of my body
settled down onto his hairy lap, and I could see his balls pressing against
mine.
I was sweating and had tears in my eyes, but my little dick was like an
iron rod.
"There goes your cherry, Ben. Now, are you ready for the real fuck?"
"Yes, please!" I groaned.
That was all he needed to hear! He lifted my ass up like I weighed about
ten pounds, then forced me down so his dick slammed back into me.
It hurt like hell, but I could also feel him thrusting against something
inside of me that sent waves of pleasure through my body.
There was no question about who was in control now, as he pistoned me up
and down on his cock. In the mirror, I watched him throwing me around like
I was a doll. I could see my asshole stretched around the shaft of his
dick as he fucked me, and I could feel the full length of it buried in me.
"How do you like my cock in your ass, Ben?" he whispered in my ear.
"Uhhhhhhm I can feel it stretching me open. But it feels good!" I moaned.
"That's cause you are a natural born pussy boy, Ben. Your purpose in life
is to serve and worship cock. Understand?"
"Yea-ah Barry!" I gasped as he pushed his dick back into me.
"Good boy! You know what your reward is going to be, don't you? You are
gonna get my load deep in your ass!" I could tell he was close to cumming.
He was breathing hard and pounding my ass up and down on his cock faster
and faster.
"Yeah, please give me your cum Barry! I want to feel you filling me up!" I
begged.
That sent him over the edge, and I could feel his cock pulsing deep in my
ass as he ground my hips down into his lap and held me there. His whole
body trembled as he unloaded in me.
I could see in the mirror that his flushed face was twisted into a grimace
that looked almost painful.
The room was quiet except for the sound of our breathing as we both
recovered from his climax. As he lifted me off of him, my legs could
barely support me. His dick slipped out of my swollen asshole with a loud
plopping sound, and I slid onto the floor.
"Don't you want a taste of cum?" he asked, pulling me towards his cock,
which was still half hard and smeared with cum from my ass.
I didn't answer, I just got to work! The flavors of his cum and my ass
mixed in my mouth as I licked his cock clean.
"Good boy, Ben!
That's how a real slut like you should clean off a man's cock after he
fucks you! Now, get up here on the bed with me."
I climbed up onto the bed and he positioned me so I was lying on my back,
facing the mirror with my legs held up in the air. He stroked my butt.
"See how much I opened up that tight little hole of yours?" he asked,
poking a finger into my sore, stretched out ass. It came out coated in the
same slimy mix of cum and juices from my ass, and he stuck it in my mouth.
"You really are something special, Ben. A little slut-boy like you is put
on earth for men to enjoy."
His finger went back into my ass, followed by another. I was sore, but
when his probing fingers found that spot inside me, I groaned in pleasure
and my dick was harder than ever.
He leaned over me and took it in his mouth, enveloping it as I moaned and
squirmed on his fingers. It was probably less than thirty seconds before I
shot my load too! I can barely remember getting myself home after that!
But I couldn't wait for my next afternoon with Mr. R!